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Emulsifier for highly liquid W/O emulsion based on partly crosslinked polyglycerol esters of polyhydroxystearic acid

a polyhydroxystearic acid and emulsifier technology, applied in the direction of chemical/physical processes, chemical modification of fatty acids, drug compositions, etc., can solve the problems of difficult stabilization of water-in-oil emulsions, heavy and tacky feeling, and the type of emulsifier is not suitable for stabilizing flowable emulsions (lotions) and creams, etc., to achieve the effect of energy saving

Active Publication Date: 2010-12-14
EVONIK DEGUSSA GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0014]An object of the present invention is to develop an emulsifier that allows formulation of highly liquid emulsions which have a pleasant sensation on the skin and at the same time an improved resistance to freezing-thawing.
[0015]It has now been found, surprisingly, that in particular low-viscosity, but at the same time, particularly stable, water-in-oil emulsions can be obtained if polyglycerol partial esters of polyhydroxystearic acid, which are additionally linked with dicarboxylic acids, are used as emulsifiers.

Problems solved by technology

It is known to one skilled in the art that water-in-oil emulsions are difficult to stabilize against coalescence of the water droplets and therefore against the separating out of water.
However, high-viscosity oils and stabilizing waxes have an adverse influence on the sensation on the skin, which manifests itself in a heavy and tacky feeling.
However, this type of emulsifier is not suitable for stabilizng flowable emulsions (lotions) and creams with a high content of natural triglycerides.
Nevertheless, relatively high concentrations of viscosity-increasing waxes (≧3%) are required for the stabilization, these having an adverse effect on the application properties since they produce an undesirable tacky-greasy feeling on the skins.
Both classes of substances have not been able to establish themselves in cosmetic or pharmaceutical emulsion preparations because of their sensitivity to oxidation and the often greasy-rancid smell.
However, the emulsions are still relatively viscous and cause a slightly tacky sensation on the skin.
By relatively long storage at very low temperatures or by extreme variations in temperature over relatively long transportation routes, the inadequate emulsion stabilization can manifest itself by significant separating out of water in the emulsion preparation or can even lead to complete breaking of the emulsion.

Method used

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  • Emulsifier for highly liquid W/O emulsion based on partly crosslinked polyglycerol esters of polyhydroxystearic acid
  • Emulsifier for highly liquid W/O emulsion based on partly crosslinked polyglycerol esters of polyhydroxystearic acid

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0063]In the first stage, polyglycerol (hydroxyl number (OHN)=1,090) was esterified with fatty acid 88.4 g (0.31 mol) of isostearic acid and 157.5 g (0.13 mol) of polyhydroxystearic acid having an acid number (AN) of 47 were esterified with 100 g of polyglycerol in the first stage at 240° C. and while passing nitrogen through. After a reaction time of 2 hours at this temperature, the acid number was <10. In the second stage, the mixture was cooled to 130° C. and 22.5 g (0.11 mol) of sebacic acid were added The mixture was heated again to 240° C. and stirred at this temperature for 3 hours. A viscous product having an acid number of <5 was obtained

example 2

[0064]91.1 g (0.32 mol) of isostearic acid and 141.7 g (0.12 mol) of polyhydroxystearic acid having an acid number (AN) of 47 were esterified with 61.9 g of polyglycerol (OHN=950) at 240° C. and while passing nitrogen through After a reaction time of 2 hours at this temperature, the acid number was <10. In the second stage, the mixture was cooled to 130° C. and 20.2 g (0.1 mol) of sebacic acid were added. The mixture was heated again to 240° C. and stirred at this temperature for 3 hours. A viscous product having an acid number of <5 was obtained

example 3

[0065]120.0 g (0.42 mol) of isostearic acid and 75.0 g (0.17 mol) of polyhydroxystearic acid having an acid number (AN) of 47 were esterified with 75.0 g of polyglycerol (OHN=950) at 240° C. and while passing nitrogen through. After a reaction time of 2 hours at this temperature, the acid number was <10. In the second stage, the mixture was cooled to 130° C. and 20.2 g (0.1 mol) of sebacic acid were added The mixture was heated again to 240° C. and stirred at this temperature for 3 hours. A viscous product having an acid number of <5 was obtained

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Abstract

The present invention relates to polyglycerol partial esters of polyhydroxystearic acid and polyfunctional carboxylic acids which are obtainable by esterification of a polyglycerol mixture with polyhydroxystearic acid where N=1 to 10, preferably 2 to 8, in particular 3 to 5 units and dimer fatty acids which have been obtained by catalytic dimerization of unsaturated fatty acids having 12 to 22 C atoms and have an average functionality of 2 to 3, and / or with aliphatic, linear or branched dicarboxylic acids having a chain length of 2 to 16 C atoms and additionally saturated or unsaturated, linear or branched fatty acids having 6 to 22 C atoms, preferably 12 to 18 C atoms, the degree of esterification of the polyglycerol mixture being between 20 and 75%, preferably 40 to 70%.

Description

FIELD OF THE INVENTION[0001]The present invention relates to polyglycerol partial esters of polyhydroxystearic acid and polyfunctional carboxylic acids which are obtainable by esterification of a polyglycerol mixture with polyhydroxystearic acid where N=1 to 10 units and either dimer fatty acids which have been obtained by catalytic dimerization of unsaturated fatty acids having 12 to 22 C atoms and have an average functionality of 2 to 3, or with aliphatic, linear or branched dicarboxylic acids having a chain length of 2 to 16 C atoms and additionally saturated or unsaturated, linear or branched fatty acids having 6 to 22 C atoms, the degree of esterification of the polyglycerol mixture being between 20 and 75%. The present invention also relates to the preparation thereof and their use as W / O emulsifiers in cosmetic or pharmaceutical formulations and as auxiliaries for dispersing inorganic micropigments in oily dispersions.BACKGROUND OF THE INVENTION[0002]It is known to one skille...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): A01N25/00C11C1/00A61K47/00A61K8/02C07C51/00C11C3/00A61K47/14A61K8/06A61K8/30A61K8/37A61K8/39A61K8/72A61K9/10A61K9/107A61Q19/00C07C67/08C07C69/708C08G63/60C09K23/00C09K23/34C09K23/36C09K23/42
CPCA61K8/06A61K8/064A61K8/39A61K9/107A61K47/14A61Q19/00B01F17/0021B01F17/0028C08G63/66Y10S514/844Y10S514/937C07C69/675C09K23/00
Inventor ALLEF, PETRABERKELS, WOLFGANGDIETZ, THOMASGRUNING, BURGHARDHAMEYER, PETER
Owner EVONIK DEGUSSA GMBH
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